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. Author manuscript; available in PMC: 2020 Feb 4.
Published in final edited form as: Angew Chem Int Ed Engl. 2019 Jan 9;58(6):1719–1723. doi: 10.1002/anie.201812533

Table 2:

Investigation of reaction conditions for the preferential formation of the 1,1-arylboration product.[a]

graphic file with name nihms-1056830-t0003.jpg
Entry Change from standard conditions R 2,8 [%] 3,24 [%]
1 no change H (2/3) 3 63
2 Pi-Bu3PdG3 instead of PCy3PdG3 H (2/3) 2 39
3 Pt-Bu3PdG3 instead of PCy3PdG3 H (2/3) 21 33
4 (PCy3)2Pd instead of PCy3PdG3 H (2/3) < 2 <2
5 with 1.0 mol% PCy3 H (2/3) < 2 <2
6[b] PdG3 dimer instead of PCy3PdG3 H (2/3) 3 50
7[b] Pd2dba3 instead of PCy3PdG3 H (2/3) 3 65
8 no change CF3 (8/24) 4 64
9 Pd2dba3 instead of PCy3PdG3 CF3 (8/24) 2 24
10[b] PdG3 dimer instead of PCy3PdG3 CF3 (8/24) 5 42
[a]

Yields were determined by 1H NMR analysis of the crude reaction mixture with an internal standard.

[b]

Pd catalyst loading: 0.5 mol%.